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Merck

383406

5′-Bromo-2′-hydroxyacetophenone

98%

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About This Item

Linear Formula:
BrC6H3(OH)COCH3
CAS Number:
1450-75-5
Molecular Weight:
215.04
NACRES:
NA.22
PubChem Substance ID:
24863962
UNSPSC Code:
12352100
MDL number:
MFCD00191850

Key Documents

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Product Name

5′-Bromo-2′-hydroxyacetophenone, 98%

InChI

1S/C8H7BrO2/c1-5(10)7-4-6(9)2-3-8(7)11/h2-4,11H,1H3

SMILES string

CC(=O)c1cc(Br)ccc1O

InChI key

HQCCNFFIOWYINW-UHFFFAOYSA-N

assay

98%

form

powder

mp

58-61 °C (lit.)

functional group

bromo
ketone

Quality Level

100

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1 of 4

This Item
T68101D134406T64602
5′-Bromo-2′-hydroxyacetophenone 98%

Sigma-Aldrich

383406

5′-Bromo-2′-hydroxyacetophenone

3′,4′,5′-Trimethoxyacetophenone 98%

Sigma-Aldrich

T68101

3′,4′,5′-Trimethoxyacetophenone

3′,5′-Dimethoxy-4′-hydroxyacetophenone 97%

Sigma-Aldrich

D134406

3′,5′-Dimethoxy-4′-hydroxyacetophenone

2′,4′,6′-Trihydroxyacetophenone monohydrate 98%

Sigma-Aldrich

T64602

2′,4′,6′-Trihydroxyacetophenone monohydrate

assay

98%

assay

98%

assay

97%

assay

98%

Quality Level

100

Quality Level

100

Quality Level

100

Quality Level

100

mp

58-61 °C (lit.)

mp

78-80 °C (lit.)

mp

124-127 °C (lit.)

mp

219-221 °C (lit.)

form

powder

form

-

form

solid

form

-

functional group

bromo

functional group

-

functional group

-

functional group

-

Application

5′-Bromo-2′-hydroxyacetophenone (5-Bromo-2-hydroxyacetophenone) may be used in the following studies:
  • As ligand in the preparation of tetrahedral metallocene complexes containing vanadium(IV) (vanadocene), having potential spermicidal activity against human sperm.[1]
  • Synthesis of {2′-[1-(5-bromo-2-oxidophenyl) ethylidene] benzohydrazidato (2-)} tris(pyridine) nickel(II)] pyridine solvate.[2]
  • Synthesis of N′-[1-(5-bromo-2-hydroxyphenyl)ethylidene]-3,4,5-trihydroxybenzohydrazide dimethyl sulfoxide solvate trihydrate.[3]
  • Preparation of 6-bromochromen-4-one.[4]

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
SDBB0390
STBH9293
STBH5947
STBD5571V
STBB0858V

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{2'-[1-(5-Bromo-2-oxidophenyl) ethylidene] benzohydrazidato (2-)} tris (pyridine) nickel (II)] pyridine solvate.
Ali HM, et al.
Acta Crystallographica Section E, Structure Reports Online, 60(11), m1708-m1709 (2004)
O J D'Cruz et al.
Biology of reproduction, 60(2), 435-444 (1999-01-23)
We have recently reported that tetrahedral metallocene complexes containing vanadium(IV) (vanadocene) have potent spermicidal activity against human sperm. The spermicidal activity was dependent on vanadium(IV) as the central metal ion within the bis-cyclopentadienyl (Cp2)-metal complex, but the variation of diacido
5'-Bromo-2'-hydroxyacetophenone.
Ng SW.
Acta Crystallographica Section E, Structure Reports Online, 63(4), o1805-o1806 (2007)
Nura Suleiman Gwaram et al.
Acta crystallographica. Section E, Structure reports online, 66(Pt 3), o721-o721 (2010-01-01)
The benzohydrazide mol-ecule in the title compound, C(15)H(13)BrN(2)O(5)·C(2)H(6)OS·3H(2)O, is almost planar with an r.m.s. deviation for the non-H atoms of 0.078 Å. The organic mol-ecules, water and dimethyl sulfoxide solvent mol-ecules are linked by N-H⋯O, O-H⋯O and O-H⋯S inter-molecular hydrogen bonds
Justin J J Leahy et al.
Bioorganic & medicinal chemistry letters, 14(24), 6083-6087 (2004-11-18)
A solution-phase multiple-parallel synthesis approach was employed for the preparation of 6-, 7- and 8-aryl-substituted chromenone libraries, which were screened as inhibitors of the DNA repair enzyme DNA-dependent protein kinase (DNA-PK). These studies resulted in the identification of 8-dibenzothiophen-4-yl-2-morpholin-4-yl-chromen-4-one (NU7441)
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